Tilorone (CHEM018667)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:25:45 UTC
Update Date2016-11-09 01:15:51 UTC
Accession NumberCHEM018667
Identification
Common NameTilorone
ClassSmall Molecule
DescriptionA member of the class of fluoren-9-ones that is 9H-fluoren-9-one which is substituted by a 2-(diethylamino)ethoxy group at positions 2 and 7. It is an interferon inducer and a selective alpha7 nicotinic acetylcholine receptor (alpha7 nAChR) agonist. Its hydrochloride salt is used as an antiviral drug.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,7-Bis[2-(diethylamino)ethoxy]-9-fluorenoneChEBI
TiloronaChEBI
TiloronumChEBI
Amixin icChEMBL
Bis-deae-fluorenoneMeSH
AmixinMeSH
AmyxinMeSH
Hydrochloride, tiloroneMeSH
Bis deae fluorenoneMeSH
AmiksinMeSH
TiloroneMeSH
Tilorone hydrochlorideMeSH
Chemical FormulaC25H34N2O3
Average Molecular Mass410.558 g/mol
Monoisotopic Mass410.257 g/mol
CAS Registry Number27591-97-5
IUPAC Name2,7-bis[2-(diethylamino)ethoxy]-9H-fluoren-9-one
Traditional Name2,7-bis[2-(diethylamino)ethoxy]fluoren-9-one
SMILESCCN(CC)CCOC1=CC2=C(C=C1)C1=C(C=C(OCCN(CC)CC)C=C1)C2=O
InChI IdentifierInChI=1S/C25H34N2O3/c1-5-26(6-2)13-15-29-19-9-11-21-22-12-10-20(30-16-14-27(7-3)8-4)18-24(22)25(28)23(21)17-19/h9-12,17-18H,5-8,13-16H2,1-4H3
InChI KeyMPMFCABZENCRHV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassFluorenes
Sub ClassNot Available
Direct ParentFluorenes
Alternative Parents
Substituents
  • Fluorene
  • Aryl ketone
  • Alkyl aryl ether
  • Ketone
  • Tertiary amine
  • Tertiary aliphatic amine
  • Ether
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.073 g/LALOGPS
logP4.64ALOGPS
logP4.26ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)8.89ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area42.01 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity123.67 m³·mol⁻¹ChemAxon
Polarizability49.84 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-9012000000-a5a57071687a6f6fea08Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-1112900000-d38ab80e04e33a932e9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-4912200000-75d397f339537b0ee3f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uk9-9431000000-76e11d8a64edff33f304Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1003900000-e877bb76ff5923fd3753Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bt9-3039500000-441cf851b4cb24fac801Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0230-9383000000-61cec881bfd2934c8f92Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0259096
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTilorone
Chemspider ID5276
ChEBI ID147347
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17571857
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18157163
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22281189
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23665799
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=29133569
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=29655797
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=30463695
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=30537230
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=30880776
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=32205350
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=32215760